Bregg served as a foot soldier in the Nyverian army during the battle of Stagsbury. After enough blood and carnage to last any veteran a lifetime, he spent several years working for a tavern owner, maintaining order. He had dreams of becoming part-owner of the tavern, but after an argument that ended with a lot of punching, Bregg parted ways with Stagsbury. He worked as a hired guard for merchants, followed caravans and ships, eventually ending up in Amendar with only a few gold coins.